(Adeninato-N⁹)[N-(2-amino­ethyl)salicylideneiminato]palladium(II) 3.5-hydrate

In the title compound, {[(2-amino­ethyl)imino­meth­yl]phenolato-κ³N,N′,O}(9H-purine-6-aminato-κN⁹)palladium(II) 3.5-hydrate, [Pd(C₅H₄N₅)(C₉H₁₁N₂O)]·3.5H₂O, the Pd^II ion is coordinated by the N9 atom of the adeninate ligand, two N atoms and one O atom of the N-(2-amino­ethyl)salicylideneiminate in a square-planar coordination. The crystal structure is stabilized by centrosymmetric stacking inter­actions between neighbouring complexes, and by hydrogen bonds involving adeninate and N-(2-amino­ethyl)salicylideneiminate ligands, and non-coordinated water mol­ecules.

Key indicators

• Single-crystal X-ray study
• T = 123 K
• Mean [sigma](C-C) = 0.003 Å
• Disorder in solvent or counterion
• R factor = 0.026
• wR factor = 0.070
• Data-to-parameter ratio = 14.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.30
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      20.00 Perc.
PLAT417_ALERT_2_C Short Inter D-H..H-D       H22    ..  H24     ..       2.11 Ang.

Alert level G
FORMU01_ALERT_1_G  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and _chemical_formula_moiety. This is
            usually due to the moiety formula being in the wrong format.
            Atom count from _chemical_formula_sum:   C28 H44 N14 O9 Pd2
            Atom count from _chemical_formula_moiety:C14 H22 N7 O4.5 Pd1

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   4 ALERT level C = Check and explain
   1 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: RAPID-AUTO (Rigaku, 1998; cell refinement: PROCESS-AUTO (Rigaku/MSC, 2005); data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: CrystalStructure (Rigaku/MSC, 2005).

{[(2-aminoethyl)iminomethyl]phenolato-κ³N,N',O}(9H-purine-6-aminato- κN⁹)palladium(II) 3.5-hydrate

Crystal data

[Pd(C5H4N5)(C9H11N2O)]·3.5H2O	F(000) = 1896.00
Mr = 466.81#933.61	Dx = 1.759 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.7107 Å
Hall symbol: -C 2yc	Cell parameters from 14802 reflections
a = 23.75 (2) Å	θ = 3.1–27.5°
b = 6.869 (5) Å	µ = 1.09 mm^−1
c = 21.65 (2) Å	T = 123 K
β = 93.46 (3)°	Plate, brown
V = 3526 (5) Å^3	0.50 × 0.15 × 0.05 mm
Z = 8#4

Data collection

Rigaku R-AXIS RAPID diffractometer	3440 reflections with F^2 > 2σ(F^2)
Detector resolution: 10.00 pixels mm^-1	Rint = 0.014
ω scans	θmax = 27.5°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −30→30
Tmin = 0.682, Tmax = 0.947	k = −8→8
17133 measured reflections	l = −28→28
4009 independent reflections

Refinement

Refinement on F^2	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.026	w = 1/[σ^2(Fo^2) + (0.0397P)^2 + 7.5219P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.070	(Δ/σ)max = 0.001
S = 1.07	Δρmax = 1.61 e Å^−3
4009 reflections	Δρmin = −0.70 e Å^−3
283 parameters

Special details

Geometry. Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane)

- 3.6253 (0.0160) x + 6.7558 (0.0066) y + 2.2919 (0.0142) z = 5.7581 (0.0073)

* -0.0617 (0.0009) O11 * 0.0664 (0.0009) N11 * -0.0635 (0.0009) N12 * 0.0601 (0.0008) N9 * -0.0012 (0.0007) Pd1

Rms deviation of fitted atoms = 0.0563

- 5.6843 (0.0157) x + 6.5880 (0.0065) y + 3.5790 (0.0102) z = 4.9557 (0.0076)

* -0.0112 (0.0013) O11 * 0.0022 (0.0018) C11 * 0.0058 (0.0018) C12 * 0.0041 (0.0020) C13 * -0.0073 (0.0019) C14 * -0.0042 (0.0019) C15 * 0.0095 (0.0019) C16 * -0.0030 (0.0017) C17 * 0.0041 (0.0014) N11

Rms deviation of fitted atoms = 0.0064

- 0.7008 (0.0138) x + 6.7555 (0.0066) y + 3.8993 (0.0108) z = 6.3425 (0.0064)

Angle to previous plane (with approximate e.s.d.) = 12.23 (0.06)

* -0.0026 (0.0019) N1 * -0.0112 (0.0018) C2 * 0.0054 (0.0016) N3 * 0.0019 (0.0018) C4 * -0.0143 (0.0021) C5 * 0.0021 (0.0022) C6 * 0.0189 (0.0017) N6 * -0.0202 (0.0017) N7 * 0.0041 (0.0017) C8 * 0.0160 (0.0016) N9

Rms deviation of fitted atoms = 0.0119

Refinement. Refinement using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F². R-factor (gt) are based on F. The threshold expression of F² > 2.0 σ(F²) is used only for calculating R-factor (gt).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Pd1	0.25429 (1)	0.98544 (2)	0.00928 (1)	0.01462 (7)
O1	0.50434 (7)	0.8580 (3)	0.04621 (9)	0.0350 (4)
O2	0.4661 (1)	0.8657 (6)	0.1651 (1)	0.087 (1)
O4	0.5000	0.1467 (5)	0.2500	0.0484 (7)
O11	0.23326 (7)	0.9959 (2)	−0.08116 (8)	0.0192 (3)
O31	0.4125 (3)	0.5098 (9)	0.1876 (3)	0.073 (2)	0.50
O32	0.4671 (4)	0.598 (1)	0.2417 (3)	0.094 (2)	0.50
N3	0.17065 (8)	0.8790 (3)	0.13579 (8)	0.0203 (4)
N1	0.07644 (8)	0.8479 (3)	0.17071 (9)	0.0276 (4)
N7	0.07604 (8)	0.9425 (3)	0.00216 (9)	0.0220 (4)
N9	0.17133 (7)	0.9448 (3)	0.02463 (8)	0.0166 (3)
N11	0.33443 (7)	1.0419 (3)	−0.00092 (9)	0.0172 (3)
N12	0.28155 (8)	0.9601 (3)	0.09999 (9)	0.0230 (4)
N6	−0.00477 (9)	0.8806 (4)	0.1049 (1)	0.0388 (6)
C2	0.1334 (1)	0.8484 (4)	0.1778 (1)	0.0244 (5)
C6	0.05216 (9)	0.8791 (4)	0.1134 (1)	0.0255 (5)
C5	0.08752 (9)	0.9086 (3)	0.0645 (1)	0.0203 (4)
C4	0.14549 (9)	0.9089 (3)	0.0786 (1)	0.0165 (4)
C8	0.12757 (9)	0.9634 (3)	−0.0185 (1)	0.0190 (4)
C11	0.26814 (9)	1.0509 (3)	−0.1234 (1)	0.0185 (4)
C12	0.2452 (1)	1.0651 (3)	−0.1848 (1)	0.0233 (4)
C13	0.2776 (1)	1.1187 (4)	−0.2326 (1)	0.0289 (5)
C14	0.3349 (1)	1.1606 (4)	−0.2218 (1)	0.0295 (5)
C15	0.3585 (1)	1.1490 (3)	−0.1621 (1)	0.0254 (5)
C16	0.32635 (9)	1.0961 (3)	−0.1120 (1)	0.0185 (4)
C17	0.35623 (9)	1.0874 (3)	−0.0520 (1)	0.0189 (4)
C18	0.3707 (1)	1.0288 (3)	0.0569 (1)	0.0216 (4)
C19	0.33455 (9)	1.0722 (4)	0.1099 (1)	0.0246 (5)
H1	0.1485	0.8239	0.2177	0.029*
H2	−0.0252	0.8618	0.1358	0.047*
H3	−0.0205	0.9004	0.0687	0.047*
H4	0.1332	0.9891	−0.0598	0.023*
H5	0.2072	1.0374	−0.1933	0.028*
H6	0.2611	1.1272	−0.2726	0.035*
H7	0.3568	1.1957	−0.2542	0.035*
H8	0.3966	1.1768	−0.1547	0.031*
H9	0.3945	1.1172	−0.0501	0.023*
H10	0.4014	1.1220	0.0562	0.026*
H11	0.3868	0.8993	0.0614	0.026*
H12	0.3540	1.0347	0.1488	0.029*
H13	0.3264	1.2104	0.1114	0.029*
H14	0.2553	1.0068	0.1243	0.028*
H15	0.2877	0.8341	0.1096	0.028*
H21	0.4812	0.7533	0.0343	0.053*
H22	0.4900	0.8803	0.0852	0.053*	0.56
H23	0.4973	0.9347	0.0103	0.053*	0.44
H24	0.4905	0.9696	0.1783	0.131*
H25	0.4712	0.7948	0.2032	0.131*	0.22
H26	0.4902	0.8176	0.1350	0.131*	0.78
H27	0.4385	0.6149	0.1964	0.110*	0.50
H28	0.4151	0.4613	0.2292	0.110*	0.50
H29	0.4514	0.5494	0.2782	0.141*	0.50
H30	0.4794	0.7196	0.2599	0.141*	0.50
H31	0.5311	0.2268	0.2356	0.073*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pd1	0.01053 (9)	0.01629 (9)	0.0172 (1)	−0.00009 (5)	0.00228 (6)	−0.00006 (6)
O1	0.0187 (8)	0.040 (1)	0.047 (1)	−0.0026 (7)	0.0015 (8)	−0.0108 (9)
O2	0.076 (2)	0.128 (3)	0.060 (2)	−0.014 (2)	0.021 (2)	−0.039 (2)
O4	0.055 (2)	0.049 (2)	0.044 (2)	0.0000	0.018 (1)	0.0000
O11	0.0144 (7)	0.0249 (8)	0.0184 (8)	−0.0010 (5)	0.0008 (6)	0.0008 (6)
O31	0.070 (4)	0.099 (5)	0.055 (3)	0.030 (3)	0.037 (3)	0.023 (3)
O32	0.133 (6)	0.089 (5)	0.066 (4)	−0.052 (4)	0.051 (4)	−0.007 (4)
N3	0.0189 (9)	0.0210 (9)	0.0214 (9)	0.0018 (7)	0.0042 (7)	0.0001 (7)
N1	0.022 (1)	0.033 (1)	0.029 (1)	0.0031 (8)	0.0101 (8)	0.0080 (9)
N7	0.0140 (8)	0.0258 (9)	0.026 (1)	−0.0008 (7)	0.0021 (7)	0.0032 (8)
N9	0.0133 (8)	0.0168 (8)	0.0200 (9)	−0.0002 (7)	0.0031 (7)	0.0000 (7)
N11	0.0133 (8)	0.0172 (8)	0.0212 (9)	0.0004 (7)	0.0012 (7)	−0.0024 (7)
N12	0.0170 (9)	0.033 (1)	0.0189 (9)	−0.0022 (8)	0.0007 (7)	0.0028 (8)
N6	0.017 (1)	0.058 (2)	0.043 (1)	0.002 (1)	0.0092 (9)	0.024 (1)
C2	0.023 (1)	0.027 (1)	0.024 (1)	0.0023 (9)	0.0047 (9)	0.0029 (9)
C6	0.018 (1)	0.026 (1)	0.033 (1)	0.0018 (9)	0.0080 (9)	0.009 (1)
C5	0.016 (1)	0.019 (1)	0.026 (1)	−0.0006 (8)	0.0048 (8)	0.0023 (9)
C4	0.0156 (9)	0.0132 (9)	0.021 (1)	0.0013 (7)	0.0049 (8)	−0.0006 (8)
C8	0.014 (1)	0.020 (1)	0.023 (1)	−0.0018 (8)	0.0016 (8)	0.0006 (8)
C11	0.021 (1)	0.0136 (9)	0.021 (1)	0.0031 (8)	0.0043 (8)	−0.0018 (8)
C12	0.025 (1)	0.023 (1)	0.022 (1)	0.0016 (9)	0.0015 (9)	−0.0028 (9)
C13	0.037 (1)	0.029 (1)	0.021 (1)	0.001 (1)	0.005 (1)	−0.002 (1)
C14	0.039 (1)	0.029 (1)	0.023 (1)	−0.005 (1)	0.014 (1)	−0.0013 (9)
C15	0.025 (1)	0.024 (1)	0.028 (1)	−0.0063 (9)	0.0109 (9)	−0.0055 (9)
C16	0.021 (1)	0.0146 (9)	0.021 (1)	−0.0009 (8)	0.0060 (8)	−0.0031 (8)
C17	0.0143 (9)	0.017 (1)	0.026 (1)	−0.0017 (8)	0.0055 (8)	−0.0031 (8)
C18	0.015 (1)	0.025 (1)	0.025 (1)	−0.0015 (8)	−0.0012 (9)	−0.0000 (9)
C19	0.018 (1)	0.032 (1)	0.023 (1)	−0.0018 (9)	0.0000 (8)	−0.002 (1)

Geometric parameters (Å, º)

Pd1—O11	1.993 (2)	N11—C18	1.479 (3)
Pd1—N9	2.037 (2)	N12—C19	1.480 (3)
Pd1—N11	1.968 (2)	N12—H14	0.9000
Pd1—N12	2.038 (2)	N12—H15	0.9000
O1—H21	0.9322	N6—C6	1.353 (3)
O1—H22	0.9423	N6—H2	0.8603
O1—H23	0.9461	N6—H3	0.8600
O2—H24	0.9537	C2—H1	0.9301
O2—H25	0.9582	C6—C5	1.404 (3)
O2—H26	0.9528	C5—C4	1.392 (3)
O4—H31	0.9861	C8—H4	0.9301
O4—H31	0.9861	C11—C12	1.410 (3)
O11—C11	1.325 (3)	C11—C16	1.423 (3)
O31—H27	0.9614	C12—C13	1.376 (3)
O31—H28	0.9590	C12—H5	0.9301
O32—O32	1.58 (1)	C13—C14	1.398 (4)
O32—H27	1.1646	C13—H6	0.9300
O32—H29	0.9551	C14—C15	1.378 (3)
O32—H30	0.9601	C14—H7	0.9301
N3—C2	1.323 (3)	C15—C16	1.412 (3)
N3—C4	1.357 (3)	C15—H8	0.9300
N1—C2	1.352 (3)	C16—C17	1.443 (3)
N1—C6	1.354 (3)	C17—H9	0.9299
N7—C5	1.381 (3)	C18—C19	1.505 (3)
N7—C8	1.335 (3)	C18—H10	0.9700
N9—C4	1.375 (3)	C18—H11	0.9700
N9—C8	1.360 (3)	C19—H12	0.9700
N11—C17	1.288 (3)	C19—H13	0.9700
Pd1···Pd1	3.2642 (2)	C5···H11	3.5320
Pd1···N3	3.555 (2)	C5···H21	3.4947
Pd1···N9	3.542 (2)	C5···H21	2.8383
Pd1···C4	3.110 (2)	C5···H23	3.4419
Pd1···C8	3.036 (2)	C4···N11	3.570 (3)
Pd1···C11	2.945 (2)	C4···C8	2.153 (3)
Pd1···C16	3.308 (2)	C4···C15	3.539 (3)
Pd1···C17	2.915 (2)	C4···C16	3.597 (3)
Pd1···C18	2.907 (2)	C4···C16	3.532 (3)
Pd1···C19	2.869 (2)	C4···C17	3.457 (3)
Pd1···H4	3.1601	C4···C17	3.508 (3)
Pd1···H11	3.3299	C4···H1	3.0637
Pd1···H13	3.1231	C4···H4	3.0446
Pd1···H14	2.4941	C4···H8	3.4663
Pd1···H15	2.4942	C4···H9	3.4370
Pd1···H15	3.4825	C4···H14	2.8135
O1···O1	2.793 (3)	C4···H15	3.4407
O1···O2	2.783 (4)	C8···N11	3.535 (3)
O1···N7	3.486 (3)	C8···N6	3.535 (3)
O1···N7	2.960 (3)	C8···C17	3.454 (3)
O1···N6	3.529 (3)	C8···C18	3.482 (3)
O1···C17	3.327 (3)	C8···C18	3.587 (3)
O1···C18	3.403 (3)	C8···H3	2.8608
O1···H3	3.2407	C8···H9	3.2974
O1···H3	3.0981	C8···H10	3.0302
O1···H8	3.2308	C8···H11	2.6730
O1···H9	2.4045	C8···H13	3.2454
O1···H10	3.0621	C8···H15	3.5497
O1···H10	3.2474	C8···H21	2.9823
O1···H11	2.8446	C11···N3	3.310 (3)
O1···H21	3.2181	C11···C13	2.434 (3)
O1···H22	3.3756	C11···C14	2.834 (3)
O1···H23	1.8758	C11···C15	2.445 (3)
O1···H24	2.9984	C11···C17	2.537 (3)
O1···H25	3.5617	C11···C19	3.580 (3)
O1···H26	1.9916	C11···H4	3.5879
O2···O4	2.752 (4)	C11···H5	2.0323
O2···O31	2.811 (8)	C11···H6	3.2676
O2···O32	2.473 (8)	C11···H8	3.2816
O2···O32	3.095 (8)	C11···H9	3.3395
O2···C18	3.351 (4)	C11···H13	2.8039
O2···C19	3.569 (4)	C11···H14	3.0879
O2···H2	3.5273	C11···H15	2.9811
O2···H2	3.4747	C12···C13	3.574 (3)
O2···H7	3.2407	C12···C14	2.411 (4)
O2···H8	3.2947	C12···C15	2.765 (3)
O2···H10	3.2540	C12···C16	2.424 (3)
O2···H11	2.8524	C12···C19	3.577 (3)
O2···H12	2.9041	C12···H1	3.1184
O2···H21	2.9788	C12···H6	2.0053
O2···H22	1.8564	C12···H6	3.1470
O2···H23	3.5104	C12···H7	3.2498
O2···H24	3.5551	C12···H13	2.8499
O2···H25	3.1739	C12···H14	3.2193
O2···H27	1.9766	C12···H15	3.3067
O2···H28	3.3621	C13···C12	3.574 (3)
O2···H29	3.3062	C13···C15	2.389 (3)
O2···H29	3.1276	C13···C16	2.797 (3)
O2···H30	2.2887	C13···H1	3.2107
O2···H30	2.2509	C13···H1	3.5160
O2···H31	3.2529	C13···H5	2.0003
O2···H31	3.2804	C13···H5	3.3238
O4···O2	2.752 (4)	C13···H6	3.5025
O4···O2	2.752 (4)	C13···H7	2.0356
O4···O31	3.468 (7)	C13···H8	3.2279
O4···O31	3.468 (7)	C13···H12	3.4011
O4···O32	3.201 (8)	C13···H14	3.2282
O4···O32	3.201 (8)	C13···H14	3.5974
O4···N1	2.920 (3)	C13···H15	3.4541
O4···N1	2.920 (3)	C14···O31	3.579 (7)
O4···N6	3.524 (3)	C14···C2	3.572 (3)
O4···N6	3.524 (3)	C14···C16	2.439 (3)
O4···H2	2.9108	C14···H1	3.3521
O4···H2	2.9108	C14···H1	3.5629
O4···H24	1.9738	C14···H5	3.2438
O4···H24	1.9738	C14···H5	3.2957
O4···H25	2.6932	C14···H6	2.0259
O4···H25	2.6932	C14···H8	2.0024
O4···H26	3.3601	C14···H12	3.1650
O4···H26	3.3601	C14···H27	3.4767
O4···H28	2.9719	C14···H28	3.4259
O4···H28	2.9719	C14···H29	3.4074
O4···H29	3.0730	C14···H30	3.5722
O4···H29	3.0730	C15···N3	3.371 (3)
O4···H30	2.9842	C15···C2	3.440 (3)
O4···H30	2.9842	C15···C2	3.475 (3)
O11···N9	2.818 (2)	C15···C4	3.539 (3)
O11···N11	2.896 (2)	C15···C17	2.426 (3)
O11···N12	3.175 (3)	C15···H1	3.4648
O11···C8	2.933 (3)	C15···H6	3.2283
O11···C12	2.329 (3)	C15···H7	2.0171
O11···C16	2.446 (3)	C15···H9	2.5330
O11···C17	3.016 (3)	C15···H29	3.3421
O11···C19	3.415 (3)	C15···H30	3.5337
O11···H4	2.4481	C16···N3	3.305 (3)
O11···H5	2.4854	C16···C2	3.526 (3)
O11···H13	2.5284	C16···C4	3.597 (3)
O11···H14	3.5921	C16···C4	3.532 (3)
O11···H14	3.5562	C16···H5	3.2657
O11···H15	2.3931	C16···H7	3.2780
O31···O32	1.80 (1)	C16···H8	2.0338
O31···O32	3.22 (1)	C16···H9	2.0430
O31···N1	3.260 (6)	C16···H14	3.3473
O31···N6	2.877 (7)	C17···O1	3.327 (3)
O31···C2	3.361 (7)	C17···N9	3.340 (3)
O31···C14	3.579 (7)	C17···C4	3.457 (3)
O31···H1	2.8798	C17···C4	3.508 (3)
O31···H2	2.1626	C17···C8	3.454 (3)
O31···H3	3.1969	C17···C18	2.397 (3)
O31···H4	2.9093	C17···C19	3.576 (3)
O31···H5	2.8704	C17···H8	2.5500
O31···H7	2.7626	C17···H10	2.5274
O31···H13	3.2737	C17···H11	2.8291
O31···H25	2.4149	C17···H23	3.5427
O31···H26	3.0695	C18···C8	3.482 (3)
O31···H29	2.1342	C18···C8	3.587 (3)
O31···H29	3.2845	C18···H4	3.5589
O31···H30	2.5984	C18···H4	3.3141
O31···H30	3.1003	C18···H9	2.4921
O31···H31	3.5264	C18···H12	2.0517
O31···H31	2.8414	C18···H13	2.0518
O32···O2	3.095 (8)	C18···H14	3.1867
O32···O31	3.22 (1)	C18···H15	2.6933
O32···N1	3.541 (8)	C18···H21	3.2942
O32···N1	2.804 (8)	C18···H22	3.0370
O32···N6	3.418 (7)	C18···H23	3.2925
O32···C2	3.491 (8)	C18···H23	3.5415
O32···C6	3.536 (7)	C18···H26	3.5256
O32···H1	3.4860	C19···O11	3.415 (3)
O32···H2	2.8232	C19···C11	3.580 (3)
O32···H2	3.3367	C19···C12	3.577 (3)
O32···H7	2.9837	C19···H4	3.3084
O32···H8	3.2676	C19···H5	3.4128
O32···H24	2.9651	C19···H6	3.4534
O32···H24	3.2112	C19···H7	3.4830
O32···H25	1.5928	C19···H10	2.0523
O32···H25	2.2774	C19···H11	2.0523
O32···H26	2.8381	C19···H14	1.9783
O32···H26	3.1781	C19···H15	1.9784
O32···H27	2.5445	H1···O31	2.8798
O32···H28	1.5633	H1···O32	3.4860
O32···H28	2.9824	H1···C12	3.1184
O32···H29	2.0356	H1···C13	3.2107
O32···H30	1.5218	H1···C13	3.5160
O32···H31	2.9756	H1···C14	3.3521
O32···H31	2.5978	H1···C14	3.5629
N3···N1	2.414 (3)	H1···C15	3.4648
N3···N7	3.581 (3)	H2···O2	3.4747
N3···N9	2.450 (2)	H2···O2	3.5273
N3···N12	2.845 (3)	H2···O4	2.9108
N3···C6	2.826 (3)	H2···O31	2.1626
N3···C5	2.439 (3)	H2···O32	2.8232
N3···C8	3.482 (3)	H2···O32	3.3367
N3···C11	3.310 (3)	H2···N7	3.4287
N3···C15	3.371 (3)	H3···O1	3.2407
N3···C16	3.305 (3)	H3···O1	3.0981
N3···H1	1.9177	H3···O31	3.1969
N3···H6	2.8346	H3···N7	2.2382
N3···H8	3.4800	H3···C5	3.4664
N3···H14	2.2204	H3···C8	2.8608
N3···H15	2.8857	H4···O31	2.9093
N1···O4	2.920 (3)	H4···N11	3.5466
N1···O31	3.260 (6)	H4···N6	3.2703
N1···O32	3.541 (8)	H4···C18	3.5589
N1···O32	2.804 (8)	H4···C18	3.3141
N1···N6	2.338 (3)	H4···C19	3.3084
N1···C5	2.367 (3)	H5···O31	2.8704
N1···C4	2.690 (3)	H5···C2	3.2989
N1···H1	1.9441	H5···C13	3.3238
N1···H2	2.4871	H5···C14	3.2957
N1···H3	3.1143	H5···C19	3.4128
N1···H8	3.3489	H6···N3	2.8346
N1···H24	3.3134	H6···N12	2.8929
N1···H27	3.4487	H6···C2	3.1590
N1···H28	2.3010	H6···C12	3.1470
N1···H29	1.9148	H6···C13	3.5025
N1···H30	3.2822	H6···C19	3.4534
N1···H31	2.0022	H7···O2	3.2407
N1···H31	3.4568	H7···O31	2.7626
N7···O1	3.486 (3)	H7···O32	2.9837
N7···O1	2.960 (3)	H7···C2	3.5429
N7···N9	2.286 (2)	H7···C19	3.4830
N7···N6	3.054 (3)	H8···O1	3.2308
N7···N6	3.040 (3)	H8···O2	3.2947
N7···C6	2.544 (3)	H8···O32	3.2676
N7···C4	2.277 (3)	H8···N3	3.4800
N7···H2	3.4287	H8···N1	3.3489
N7···H3	2.7951	H8···C2	3.3693
N7···H3	2.2382	H8···C6	3.3841
N7···H4	1.9914	H8···C5	3.4608
N7···H9	3.2597	H8···C4	3.4663
N7···H10	3.3034	H9···O1	2.4045
N7···H11	2.8861	H9···N7	3.2597
N7···H21	3.2102	H9···N9	3.4503
N7···H21	2.0370	H9···C5	3.3029
N7···H22	3.2549	H9···C4	3.4370
N7···H23	3.1246	H9···C8	3.2974
N9···Pd1	3.542 (2)	H10···O1	3.2474
N9···N11	3.384 (3)	H10···N7	3.3034
N9···N11	3.565 (3)	H10···N6	2.9920
N9···N12	3.001 (2)	H10···C8	3.0302
N9···C2	3.551 (3)	H11···N7	2.8861
N9···C6	3.544 (3)	H11···N9	3.2626
N9···C5	2.231 (3)	H11···C5	3.5320
N9···C17	3.340 (3)	H11···C8	2.6730
N9···H4	2.0139	H12···C13	3.4011
N9···H9	3.4503	H12···C14	3.1650
N9···H11	3.2626	H13···O11	2.5284
N9···H14	2.8800	H13···O31	3.2737
N9···H15	3.3139	H13···C8	3.2454
N11···N9	3.384 (3)	H13···C11	2.8039
N11···N9	3.565 (3)	H13···C12	2.8499
N11···N12	2.645 (3)	H14···O11	3.5921
N11···C4	3.570 (3)	H14···O11	3.5562
N11···C8	3.535 (3)	H14···C11	3.0879
N11···C11	3.001 (3)	H14···C12	3.2193
N11···C16	2.429 (3)	H14···C13	3.2282
N11···C19	2.409 (3)	H14···C13	3.5974
N11···H4	3.5466	H14···C16	3.3473
N11···H9	1.9021	H15···Pd1	3.4825
N11···H10	2.0297	H15···O11	2.3931
N11···H11	2.0297	H15···C8	3.5497
N11···H12	3.2466	H15···C11	2.9811
N11···H13	2.7112	H15···C12	3.3067
N11···H14	3.4003	H15···C13	3.4541
N11···H15	3.0529	H21···O1	3.2181
N12···O11	3.175 (3)	H21···N7	3.2102
N12···C4	3.255 (3)	H21···N7	2.0370
N12···C18	2.412 (3)	H21···N6	2.9904
N12···H6	2.8929	H21···N6	3.2328
N12···H10	3.2494	H21···C6	3.4682
N12···H11	2.7146	H21···C6	3.3721
N12···H12	2.0300	H21···C5	3.4947
N12···H13	2.0299	H21···C5	2.8383
N6···O1	3.529 (3)	H21···C8	2.9823
N6···O4	3.524 (3)	H22···O1	3.3756
N6···O31	2.877 (7)	H22···N7	3.2549
N6···O32	3.418 (7)	H22···N6	3.4600
N6···N7	3.040 (3)	H22···N6	3.4645
N6···C2	3.561 (3)	H23···O1	1.8758
N6···C5	2.416 (3)	H23···N7	3.1246
N6···C8	3.535 (3)	H23···N6	3.3156
N6···H4	3.2703	H23···C6	3.5793
N6···H10	2.9920	H23···C5	3.4419
N6···H21	2.9904	H23···C17	3.5427
N6···H21	3.2328	H23···C18	3.5415
N6···H22	3.4645	H24···O2	3.5551
N6···H22	3.4600	H24···O4	1.9738
N6···H23	3.3156	H24···O32	3.2112
N6···H24	3.2448	H24···N1	3.3134
N6···H26	3.0756	H24···N6	3.2448
N6···H27	2.9414	H24···C6	3.5044
N6···H28	3.4332	H25···O2	3.1739
N6···H29	2.9958	H25···O4	2.6932
N6···H31	3.0911	H25···O32	2.2774
C2···O31	3.361 (7)	H26···O4	3.3601
C2···O32	3.491 (8)	H26···O32	3.1781
C2···C6	2.322 (3)	H26···N6	3.0756
C2···C5	2.655 (3)	H26···C6	3.3969
C2···C4	2.223 (3)	H27···O32	2.5445
C2···C14	3.572 (3)	H27···N1	3.4487
C2···C15	3.440 (3)	H27···N6	2.9414
C2···C15	3.475 (3)	H27···C14	3.4767
C2···C16	3.526 (3)	H28···O32	2.9824
C2···H5	3.2989	H28···N1	2.3010
C2···H6	3.1590	H28···N6	3.4332
C2···H7	3.5429	H28···C2	2.5028
C2···H8	3.3693	H28···C6	3.4970
C2···H14	3.3617	H28···C14	3.4259
C2···H28	2.5028	H29···O2	3.1276
C2···H29	2.6646	H29···O31	3.2845
C2···H31	2.9218	H29···O32	2.0356
C6···O32	3.536 (7)	H29···N1	1.9148
C6···C4	2.392 (3)	H29···N6	2.9958
C6···C8	3.508 (3)	H29···C2	2.6646
C6···H1	3.1395	H29···C6	2.6299
C6···H2	1.9327	H29···C14	3.4074
C6···H3	1.9326	H29···C15	3.3421
C6···H8	3.3841	H30···O2	2.2509
C6···H21	3.4682	H30···O4	2.9842
C6···H21	3.3721	H30···O31	3.1003
C6···H23	3.5793	H30···O32	1.5218
C6···H24	3.5044	H30···N1	3.2822
C6···H26	3.3969	H30···C14	3.5722
C6···H28	3.4970	H30···C15	3.5337
C6···H29	2.6299	H31···O2	3.2529
C6···H31	2.9174	H31···O2	3.2804
C5···C8	2.117 (3)	H31···O31	2.8414
C5···H1	3.5849	H31···O32	2.5978
C5···H2	3.1863	H31···N1	2.0022
C5···H3	2.5729	H31···N1	3.4568
C5···H3	3.4664	H31···N6	3.0911
C5···H4	3.0142	H31···C2	2.9218
C5···H8	3.4608	H31···C6	2.9174
C5···H9	3.3029
O11—Pd1—N9	88.73 (7)	H1—C2—N3	115.5634
O11—Pd1—N11	93.97 (7)	H1—C2—N1	115.5581
O11—Pd1—N12	175.05 (7)	C5—C6—N1	118.2 (2)
N9—Pd1—N11	175.49 (7)	C5—C6—N6	122.4 (2)
N9—Pd1—N12	94.88 (7)	C4—C5—N7	110.4 (2)
N11—Pd1—N12	82.65 (8)	C4—C5—C6	117.6 (2)
H21—O1—H22	97.6848	H4—C8—N9	122.0074
H21—O1—H23	97.4770	H4—C8—N7	122.0222
H22—O1—H23	126.3031	C12—C11—O11	116.7 (2)
H24—O2—H25	94.5744	C12—C11—C16	117.6 (2)
H24—O2—H26	94.7639	C16—C11—O11	125.7 (2)
H25—O2—H26	111.2363	C13—C12—C11	121.8 (2)
H31—O4—H31	112.1156	C13—C12—H5	119.0932
C11—O11—Pd1	123.9 (1)	H5—C12—C11	119.0956
H27—O31—H28	94.0121	C14—C13—C12	120.8 (2)
O32—O32—H27	135.3002	C14—C13—H6	119.6213
O32—O32—H29	103.9991	H6—C13—C12	119.6133
O32—O32—H30	68.6305	C15—C14—C13	118.8 (2)
H27—O32—H29	119.5179	C15—C14—H7	120.5932
H27—O32—H30	114.0558	H7—C14—C13	120.6134
H29—O32—H30	95.0762	C16—C15—C14	121.9 (2)
C2—N3—C4	112.1 (2)	C16—C15—H8	119.0715
C2—N1—C6	118.1 (2)	H8—C15—C14	119.0747
C5—N7—C8	102.4 (2)	C17—C16—C11	124.5 (2)
C4—N9—Pd1	130.5 (1)	C17—C16—C15	116.3 (2)
C4—N9—C8	103.8 (2)	H9—C17—N11	117.2095
C8—N9—Pd1	125.6 (1)	H9—C17—C16	117.2190
C17—N11—Pd1	125.9 (1)	C19—C18—N11	107.6 (2)
C17—N11—C18	119.9 (2)	C19—C18—H11	110.1830
C18—N11—Pd1	114.3 (1)	C19—C18—H10	110.1829
C19—N12—Pd1	108.3 (1)	H10—C18—N11	110.1800
C19—N12—H14	110.0450	H10—C18—H11	108.4805
C19—N12—H15	110.0486	H11—C18—N11	110.1761
H14—N12—Pd1	110.0440	H12—C19—N12	110.1575
H14—N12—H15	108.3900	H12—C19—C18	110.1268
H15—N12—Pd1	110.0544	H12—C19—H13	108.4661
C6—N6—H2	120.0043	H13—C19—N12	110.1493
C6—N6—H3	120.0181	H13—C19—C18	110.1372
H2—N6—H3	119.9776
N9—Pd1—O11—C11	169.3 (2)	Pd1—N12—C19—C18	−43.9 (2)
O11—Pd1—N9—C4	175.4 (2)	H2—N6—C6—N1	0.0
O11—Pd1—N11—C17	6.3 (2)	N1—C6—C5—N7	179.7 (2)
Pd1—O11—C11—C12	−175.0 (2)	N6—C6—C5—N7	−0.1 (3)
H28—O31—H27—O32	18.2	N7—C5—C4—N3	−179.7 (2)
H29—O32—H27—O31	−41.5	N7—C5—C4—N9	0.4 (2)
C4—N3—C2—N1	−1.5 (3)	C6—C5—C4—N3	1.4 (3)
C2—N3—C4—N9	180.0 (2)	C6—C5—C4—N9	−178.5 (2)
C2—N3—C4—C5	0.1 (2)	O11—C11—C12—C13	−179.3 (2)
C6—N1—C2—N3	1.2 (4)	O11—C11—C16—C15	178.7 (2)
C2—N1—C6—N6	−179.6 (2)	C11—C12—C13—C14	0.3 (4)
C8—N7—C5—C6	178.2 (2)	C12—C13—C14—C15	−0.6 (4)
C5—N7—C8—N9	0.4 (2)	C13—C14—C15—C16	0.0 (3)
Pd1—N9—C4—N3	−4.7 (3)	C14—C15—C16—C11	0.8 (3)
Pd1—N9—C4—C5	175.2 (2)	C11—C16—C17—N11	−1.4 (3)
Pd1—N9—C8—N7	−175.9 (2)	C15—C16—C17—N11	−179.9 (2)
Pd1—N11—C17—C16	−3.3 (3)	N11—C18—C19—N12	46.0 (2)
Pd1—N11—C18—C19	−27.3 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N12—H14···N3	0.90	2.22	2.845 (4)	126
N12—H15···O11^i	0.90	2.39	3.175 (3)	145
N6—H3···N7^ii	0.86	2.24	3.040 (3)	155
O4—H31···N1^iii	0.99	2.00	2.920 (3)	154
O4—H31^iv···N1^v	0.99	2.00	2.920 (3)	154
O1—H21···N7^i	0.93	2.04	2.960 (3)	170
O1—H22···O2	0.94	1.86	2.783 (4)	167
O2—H24···O4^vi	0.95	1.97	2.752 (4)	137
O2—H25···O32	0.96	1.59	2.473 (8)	151
O32—H29···N1^v	0.96	1.92	2.804 (6)	154
O32—H30···O2^iv	0.96	2.25	3.095 (8)	146
O1—H23···O1^vii	0.95	1.88	2.793 (4)	163
O2—H26···O1	0.95	1.99	2.783 (4)	139
O31—H27···O2	0.96	1.98	2.811 (8)	144
O31—H28···N1^v	0.96	2.30	3.260 (7)	179
N6^iii—H2^iii···O31	0.86	2.16	2.877 (6)	140

Symmetry codes: (i) −x+1/2, −y+3/2, −z; (ii) −x, −y+2, −z; (iii) x+1/2, y−1/2, z; (iv) −x+1, y, −z+1/2; (v) −x+1/2, y−1/2, −z+1/2; (vi) x, y+1, z; (vii) −x+1, −y+2, −z.